Stereoselective Synthesis of (E)??3??(Methoxycarbonyl) methylene??1, 3??dihydroindol??2??ones by Palladium??Catalyzed Oxidative Carbonylation of 2??Ethynylanilines

B Gabriele, G Salerno, L Veltri, M Costa…

Index: Gabriele, Bartolo; Salerno, Giuseppe; Veltri, Lucia; Costa, Mirco; Massera, Chiara European Journal of Organic Chemistry, 2001 , # 24 p. 4607 - 4613

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Citation Number: 40

Abstract

Abstract A direct synthesis of (E)-3-(methoxycarbonyl) methylene-1, 3-dihydroindol-2-ones 2 by palladium-catalyzed oxidative carbonylation of 2-ethynylanilines 1 is reported. Reactions were carried out in MeOH as the solvent at 50− 70 C in the presence of catalytic amounts of PdI 2 in conjunction with KI under a 4: 1 CO/air mixture (20 atm total pressure at 25 C). When the reaction was applied to 2-alkynylanilines with internal triple bonds, the reaction course ...